biotin-2,3,5,6-tetrafluorophenyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 生物素及其衍生物
• 英文名称: biotin-2,3,5,6-tetrafluorophenyl ester
• 英文别名: (2,3,5,6-tetrafluorophenyl) 5-[(4S)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoate
• 化学式: C₁₆H₁₆F₄N₂O₃S
• 分子量: 392.374
• InChiKey: FFPGMMMTGGBBLX-XIRUVYRFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  92.7
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  biotin-2,3,5,6-tetrafluorophenyl ester 在 三乙胺 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 N-(4-(1,2,4,5-tetrazin-3-yl)benzyl)-6-(5-((4S)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanamide
  参考文献：
  名称：

  捕捉气泡：使用生物正交反电子-需求Diels-Alder反应靶向超声微气泡

  摘要：

  捕捉气泡：准备好将四嗪功能化的微气泡用作超声造影剂，并显示出它们可以选择性地定位在用TCO衍生的VEGFR2抗体标记的细胞上。这种基于标记和生物正交化学的捕获方法在流室测定法中以及通过对VEGFR2阳性和VEGFR2阴性鼠类肿瘤模型进行超声成像的体内验证中得到了验证。TCO =反式-环辛烯。

  DOI：

  10.1002/anie.201402473
• 作为产物：
  描述：

  biotin 、 2,3,5,6-四氟苯基三氟乙酸盐 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以95%的产率得到biotin-2,3,5,6-tetrafluorophenyl ester
  参考文献：
  名称：

  捕捉气泡：使用生物正交反电子-需求Diels-Alder反应靶向超声微气泡

  摘要：

  捕捉气泡：准备好将四嗪功能化的微气泡用作超声造影剂，并显示出它们可以选择性地定位在用TCO衍生的VEGFR2抗体标记的细胞上。这种基于标记和生物正交化学的捕获方法在流室测定法中以及通过对VEGFR2阳性和VEGFR2阴性鼠类肿瘤模型进行超声成像的体内验证中得到了验证。TCO =反式-环辛烯。

  DOI：

  10.1002/anie.201402473

文献信息

• [EN] TARGETED MOLECULAR IMAGING CONTRAST AGENTS<br/>[FR] AGENTS DE CONTRASTE POUR UNE IMAGERIE MOLÉCULAIRE CIBLÉE
  申请人：UNIV MCMASTER

  公开号：WO2015117235A1

  公开（公告）日：2015-08-13

  Novel ultrasound contrast agents are provided which are covalently linked to a bioorthogonal reactive group, and optionally further coupled to a corresponding bioorthogonal reactive group coupled with a targeting entity. Methods for targeted ultrasound imaging using such contrast agents are also provided comprising the steps of: 1) injecting the contrast agent into a patient and imaging the patient at a site of interest to detect the contrast agent, wherein the detection of the contrast agent indicates the presence of a target within the patient.

  提供了新型超声造影剂，其与生物正交反应基团共价连接，并可选择性地进一步耦合到与靶向实体耦合的相应生物正交反应基团上。还提供了使用这种造影剂进行靶向超声成像的方法，包括以下步骤：1）将造影剂注入患者并在感兴趣的部位成像以检测造影剂，其中检测到造影剂表示患者体内存在目标。
• [EN] SELECTIVE BINDING AND ANALYSIS OF MACROMOLECULES: QUANTITATIVE ANALYSIS OF PROTEINS IN COMPLEX MIXTURES<br/>[FR] LIAISON SELECTIVE ET ANALYSE DE MACROMOLECULES
  申请人：——

  公开号：WO2003102592A3

  公开（公告）日：2005-01-13
• CHEMICAL REAGENTS AND METHODS FOR DETECTION AND QUANTIFICATION OF PROTEINS IN COMPLEX MIXTURES
  申请人：Aebersold Rudolf H.

  公开号：US20090111195A1

  公开（公告）日：2009-04-30

  The invention provides a reagent comprising an affinity tag, a detectable moiety, a linker, an isotope tag and a reactive group. The invention also provides methods of using a reagent of the invention. The methods can be used to label a polypeptide in a sample by contacting a sample with a reagent of the invention under conditions allowing the reactive group to bind to one or more polypeptides in the sample. The invention additionally provides methods of isolating, identifying and quantifying a polypeptide in a sample. The invention further provides methods of diagnosing a disease using a reagent of the invention.
• TARGETED MOLECULAR IMAGING CONTRAST AGENTS
  申请人：MCMASTER UNIVERSITY

  公开号：US20160346409A1

  公开（公告）日：2016-12-01

  Novel ultrasound contrast agents are provided which are covalently linked to a bioorthogonal reactive group, and optionally further coupled to a corresponding bioorthogonal reactive group coupled with a targeting entity. Methods for targeted ultrasound imaging using such contrast agents are also provided comprising the steps of: 1) injecting the contrast agent into a patient and imaging the patient at a site of interest to detect the contrast agent, wherein the detection of the contrast agent indicates the presence of a target within the patient.
• Catching Bubbles: Targeting Ultrasound Microbubbles Using Bioorthogonal Inverse‐Electron‐Demand Diels–Alder Reactions
  作者：Aimen Zlitni、Nancy Janzen、F. Stuart Foster、John F. Valliant

  DOI：10.1002/anie.201402473

  日期：2014.6.16

  Catching bubbles: Tetrazine‐functionalized microbubbles were prepared for use as ultrasound contrast agents, and shown to selectively localize on cells labeled with a TCO‐derivatized antibody against VEGFR2. This capture approach based on labeling and bioorthogonal chemistry was validated in a flow‐chamber assay and in vivo through ultrasound imaging of VEGFR2‐positive and VEGFR2‐negative murine tumor

  捕捉气泡：准备好将四嗪功能化的微气泡用作超声造影剂，并显示出它们可以选择性地定位在用TCO衍生的VEGFR2抗体标记的细胞上。这种基于标记和生物正交化学的捕获方法在流室测定法中以及通过对VEGFR2阳性和VEGFR2阴性鼠类肿瘤模型进行超声成像的体内验证中得到了验证。TCO =反式-环辛烯。